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Espeon is the superior offensive player, which is what I prefer to have on my team. It's also much faster than Umbreon.
In terms of the 3rd gen, I always found Espeon to be more useful in the one Gen III game in which I used it, which was Colosseum.

I prefer Espeon because of it's learnset and design. =P That, and it reminds me of Caius Ballad from Final Fantasy XIII-2, Kain Highwind from Final Fantasy IV, and it's my 2nd favorite Eeveelution. Tied with Flareon.

On technical terms, Umbreon beats Espeon hands down. There's no competition there, really. However, design wise and overall appeal, I would go with Espeon. Heck, for a long time Espeon was my favorite Eeveelution.

I like them both but Umbreon has Espeon beat because Espeon won't cause too much harm, a couple Faint Attacks or even one it's over for Espeon. Umbreon may have low attack but Espeon has low def. Espeons a sweeper but Umbreon's a staller. It depends on what your wanting in your team.

I love them both equally. Umbreon is easily in my top 20 pokemon ever, but i couldnt say i didnt like Espeon on too. I love the way they are opposites, eevee maximum happiness at night/maximum happiness at day. Highest stat sp.atk and sp.def. Etc.
They are my two favorite eeveelutions.

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